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- W2055565514 abstract "Abstract A kinetic and products study of the reaction of 2,2-dimethyl-5-methoxyindan-1-ol ( 1 ) radical cation, in acidic aqueous solution (pH≤4) has been carried out. 1 + undergoes C–H deprotonation as the exclusive reaction with k=4.6×104 s−1. The kinetic data have been compared with those obtained for the radical cations of 1-(4-methoxyphenyl)ethanol ( 2 ) and 1-(4-methoxyphenyl)-2,2-dimethyl-1-propanol ( 3 ), suggesting that the deprotonation rate increases when the C–H bond is forced into a conformation where it is almost aligned with the π-system. The conclusion that overlap between the scissile bond and the π-system is an important requisite for the occurrence of bond cleavage is also supported by the results of DFT calculations carried out for 1 + and 3 +." @default.
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- W2055565514 date "2002-06-01" @default.
- W2055565514 modified "2023-10-17" @default.
- W2055565514 title "The role of stereoelectronic effects on the side-chain fragmentation of alkylaromatic radical cations. The reactivity of 5-methoxy-2,2-dimethylindan-1-ol radical cation" @default.
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- W2055565514 doi "https://doi.org/10.1016/s0040-4020(02)00468-4" @default.
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